Réaction #710470

Équation de réaction

2-bromo-5-methylpyridine

N-bromosuccinimide

→

2-bromo-5-bromomethylpyridine

Rendement 20.0%

Solvants

carbon tetrachloride

Conditions de réaction

Traitement

1. 1
   Températurethe resulting mixture was heated
2. 2
   Températurerefluxed for 19 hours
3. 3
   Autrewas returned to room temperature
4. 4
   Concentrationconcentrated under reduced pressure
5. 5
   Autrepurified by silica gel column chromatography (hexane:ethyl acetate=19:1)

Mode opératoire

500 mg (2.92 mmol) of 2-bromo-5-methylpyridine was dissolved in 15 ml of carbon tetrachloride, 623 mg (3.50 mmol) of N-bromosuccinimide and 10 mg of benzoyl peroxide were added thereto, and the resulting mixture was heated and refluxed for 19 hours. After the reaction was completed, the reaction solution was returned to room temperature, concentrated under reduced pressure and purified by silica gel column chromatography (hexane:ethyl acetate=19:1) to obtain 143 mg (yield 20%) of 2-bromo-5-bromomethylpyridine.

Source